I have several pairs of Dansko's and wear them for every 12 hour shift that I work! I love them. You do have to break them in per say, but really it is your feet that you are breaking in because they align your feet, however, if you are a flat footed person, these shoes are not for you! They are meant to maintain your arch and keep you from walking on the wrong parts of your feet. I have had the issue with the ankle rolling when I first started wearing them, but you get used to them and that will quit happening! I love all of my Dansko's!